Liquid chromatography on porous graphitic carbon with atmospheric pressure photoionization mass spectrometry and tandem mass spectrometry for the analysis of glycosphingolipids

The study of several structural variations (the length, the degree of unsaturation and hydroxylation of the alkyl chains, the number and nature of osidic residues) helped understand the behaviour of neutral glycosphingolipids (GSLs) on porous graphitic carbon stationary phase (PGC). Atmospheric pres...

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Bibliographic Details
Published in:Journal of Chromatography A 2006-06, Vol.1117 (2), p.154-162
Main Authors: Roy, S., Delobel, A., Gaudin, K., Touboul, D., Germain, D.P., Baillet, A., Prognon, P., Laprévote, O., Chaminade, P.
Format: Article
Language:English
Subjects:
Analytical chemistry
Analytical, structural and metabolic biochemistry
Atmospheric Pressure
Atmospheric pressure photoionization
Biological and medical sciences
Carbohydrate Sequence
Chemical Sciences
Chemistry
Chromatographic methods and physical methods associated with chromatography
Chromatography, Liquid - methods
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Glycosphingolipids
Glycosphingolipids - analysis
Graphite - chemistry
Lipids
Molecular Sequence Data
Molecular species
Organic chemistry
Other biological molecules
Other chromatographic methods
Porous graphitic carbon
Sphingolipids
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Summary:The study of several structural variations (the length, the degree of unsaturation and hydroxylation of the alkyl chains, the number and nature of osidic residues) helped understand the behaviour of neutral glycosphingolipids (GSLs) on porous graphitic carbon stationary phase (PGC). Atmospheric pressure photoionization mass spectrometry (APPI) and tandem mass spectrometry were used to perform the detection and the identification of molecular species in positive mode where [M + H] + and [M − H 2O + H] + ions provided structural information on the fatty acid and the sphingoid base. The retention of GSLs increased with the hydrocarboneous volume of their alkyl chains and with the number of osidic residues in agreement with hydrophobic properties and polar retention effect of graphite, respectively. The presence of polar groups, such as OH-group or double bond within alkyl chains, decreased their retention. The coupling of chromatography on PGC with APPI tandem mass spectrometry detection appeared a powerful technique to discriminate isobaric molecules. Isobaric solutes differing by the position of two double bonds or by the repartition of hydrocarboneous skeleton were discriminated according to their chromatographic comportment or their mass spectrum, respectively. Among isobaric molecules, only few structures differing by the nature of osidic residue were not discriminated (i.e. glucosylceramide and galactosylceramide with similar ceramide skeleton were co-eluted and no difference in mass spectra was observed).
ISSN:0021-9673
1873-3778
DOI:10.1016/j.chroma.2006.03.083